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Holiday rentals in Tolentino

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Tolentino

  • Total holiday rentals

    Explore 80 holiday rentals in Tolentino

  • Nightly prices starting at

    Tolentino holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 540 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    70 of Tolentino holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Tolentino rentals

  • 4.9 Average rating

    Tolentino stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated holiday rentals in Tolentino

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A shaded pergola is set within a garden, surrounded by blooming roses and lush greenery. A table and chairs are positioned underneath, offering a serene space for al fresco dining while enjoying expansive views of the mountains in the distance.
Holiday home
4.99 out of 5 average rating, 75 reviews

The House in the Castle

A fully-equipped house in a medieval stone hamlet perched on the Umbrian mountains and surrounded by Nature. A private garden to relax and unwind from the heat while enjoying the stunning view on the sunset, and a central point to reach the Valnerina and the hilltop towns of Spoleto, Trevi, Montefalco and Assisi as well as Rasiglia and the new Tibetan bridge at Sellano. Enjoy Umbria at its best: luxurious nature, great excursions, good food and thousands of years of art and history to explore!

Guest favourite
A serene pool area is featured, with crystal-clear water reflecting the surrounding greenery. The rustic stone buildings in the background are framed by lush trees, while comfortable seating arrangements invite relaxation under the sun.
Casa particular
4.91 out of 5 average rating, 23 reviews

I light up with immense

Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

Guest favourite
The outdoor area features a wooden hot tub surrounded by a spacious deck. Comfortable seating is provided with modern lounge chairs and side tables, set against a backdrop of rolling hills and expansive countryside views under a bright blue sky.
Cottage
4.88 out of 5 average rating, 113 reviews

Hideaway Cottage, amazing country views, hot tub

A cosy renovated traditional stone cottage surround by countryside with breathtaking views & wood~fired hot tub. It is secluded and peaceful yet only a 5 min drive to the local village and amenities. In 35 minutes by car you can find yourself in the Sibillini national park or in the other direction the Adriatic coast. Numerous local restaurants within 20 mins drive serving fantastic food. If you enjoy walking or hiking, cycling, shopping or just relaxing this is a great place.

Guest favourite
Villa
5 out of 5 average rating, 6 reviews

Villa Adele · Carborello Town

VILLA ADELE is an elegant residence nestled among the rolling hills of the Marche region, perfect for families and groups seeking nature, tranquility, and comfort. From the panoramic terrace and the pool, you can enjoy beautiful sunsets. The spacious interiors, fireplace, and professional kitchen make it ideal for moments of pure relaxation and well-being. PRIVACY AND EXCLUSIVE USE the villa is entirely for your exclusive use: you will not share any spaces with other guests.

Guest favourite
A rustic stone house with a tiled roof is displayed, featuring wooden shutters and a wide entrance. A staircase leads to the upper level, while a stone barbecue area is visible to the side, surrounded by greenery and fields.
Cottage
4.93 out of 5 average rating, 87 reviews

The house in the old granary

The country farm, surrounded by olive trees and centuries-old oaks, will be all for you just 25 minutes from the sea and an hour from the Sassotetto ski slopes. Ideal for couples or families looking for relaxation, our house is immersed in a silence of yesteryear. You are a 10-minute drive from Macerata and half an hour from the beaches. The space will be at your exclusive disposal. We have a Home Theater with HiFi system. A wood-burning oven is available upon request.

Superhost
Barn
5 out of 5 average rating, 4 reviews

Country Barn Retreat | Nature & Digital Detox

Former 19th-century hay barn immersed in the rolling hills of Le Marche. True silence, no phone signal, fast Wi-Fi and nature all around. Only 10 minutes from Macerata — yet a world away! Casa Galli is a restored late-1800s hay barn, attached to our family home and surrounded by open countryside. This is not a polished countryside resort: it is real rural life — light, birdsong, changing seasons, animals, earth. If that resonates with you, you’ll feel at home here ♥️

Guest favourite
Home
5 out of 5 average rating, 5 reviews

Casale del Menotre | Countryside Umbrian Retreat

Just minutes from Assisi, between Rasiglia, Spello, and the Menotre Waterfalls, the tourist rental welcomes you. After a day discovering Umbria, just relax in the hydromassage, hammock, deckchairs and BBQ area immersed in nature and the silence of the Umbrian landscape. The house has Wi-Fi, Smart TV with access to personal Netflix, air conditioning and 3 bedrooms, one of which has a private bathroom. Non-entrepreneurial tourist rental without additional services.

Top guest favourite
A cozy bedroom features a spacious bed dressed in light blue bedding. A stone wall adds texture alongside warm wooden beams overhead. A minimalist closet and shelving unit are integrated into the design, while a comfortable armchair invites relaxation in the corner.
Home
4.98 out of 5 average rating, 120 reviews

Dimora nel Borgo - A Relaxing Home

The “Dimora nel Borgo” is a cozy home in the medieval historic center of Maiolati Spontini. It offers a relaxed and comfortable atmosphere, thanks to the recent and careful renovation, and the quiet and peaceful surrounding environment, inside a courtyard of yesteryear. A few meters from the house there are always free parking spaces available, there are no ZTL restrictions regarding the historic center. The house is complete with all amenities.

Top guest favourite
Chalet
5 out of 5 average rating, 27 reviews

Chalet Monte Alago – The only mountain 'baita' in the park

The only mountain lodge nestled directly in the meadows of Monte Alago, between Umbria and Marche. Entire house for up to 6 people, ideal for those seeking nature, silence, privacy and natural fresh air. Surrounded only by meadows, woods and paths: perfect for relaxing, trekking, walks, barbecues and days outdoors. A short walk from the Pian delle Stelle and Cinicchia restaurants. At night, a starry sky with no lights around.

Top guest favourite
A charming, two-story farmhouse features terracotta walls and a sloped roof, surrounded by lush greenery. Potted plants frame the entrance, with a wooden table and chairs positioned outside under a shaded umbrella, offering inviting outdoor seating and scenic countryside views.
Villa
4.98 out of 5 average rating, 41 reviews

Traditional 3-bedroom cottage with large garden

Forget your worries in this spacious and serene space. Absolutely tranquil, but less than a five minute drive from the bustling village of Sant’Angelo, which has three restaurants, three bars, and a theatre, as well as all local services. Relax and enjoy the views in the garden, or drive half an hour to the beach or a lake in the mountains, or explore the many beautiful hilltop towns in the area. Something for all tastes!

Top guest favourite
A refreshing salt-water pool is surrounded by lush greenery and neatly trimmed shrubs. Poolside, comfortable lounge chairs are arranged for relaxation. In the backdrop, a rustic building blends harmoniously with the rolling hills under a dramatic sky.
Home
4.91 out of 5 average rating, 78 reviews

Country House with Pool and Garden

Country house with swimming pool and garden - The farmhouse with swimming pool is located in the countryside with well-kept and completely renovated furnishings, for a relaxing vacation 5 km from the Fiastra Abbey Nature Reserve, 30 km from the entrance to the Monti Sibillini Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.

Superhost
A spacious open-plan living area is highlighted by large windows offering panoramic sea views. A white sectional sofa is positioned near a sleek pool table, while a dining table with chairs is visible in the background. Natural light fills the space, enhancing the modern decor.
Flat
4.95 out of 5 average rating, 20 reviews

[Luxury Seafront Penthouse] Parking & Beach

Property managed by Host Hero Marche Welcome to our exclusive penthouse on the sixth floor of a recently built building, located in a privileged position along the seafront of Civitanova Marche. This apartment offers breathtaking sea views and unparalleled comfort, making it perfect for a relaxing and rejuvenating vacation.

Popular amenities for Tolentino holiday rentals

When is the best time to visit Tolentino?

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Avg. price£105£105£103£75£96£105£126£125£107£108£106£105
Avg. temp5°C5°C9°C12°C17°C21°C24°C24°C19°C14°C9°C6°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Tolentino?

    Tolentino has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in villa rentals in Tolentino?

    Experience the best of Tolentino with our villa rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Tolentino?

    Four-legged friends are welcome in Tolentino. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Tolentino?

    Yes! Work meets play with ease at over 20 vacation rentals in Tolentino featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Tolentino vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Tolentino, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Tolentino have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Tolentino. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Tolentino have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Tolentino. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Tolentino have wifi?

    Absolutely! We offer over 10 villa rentals with wifi in Tolentino. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Tolentino have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Tolentino. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Villa Rentals in Tolentino?

    Enhance your stay in our Villa Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  1. Airbnb
  2. Italy
  3. Marche
  4. Macerata
  5. Tolentino